4-([2,2':5',2''-terthiophen]-5-yl)pyridine | 162050-67-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 4-([2,2':5',2''-terthiophen]-5-yl)pyridine
• 英文别名: Pyridine, 4-[2,2':5',2''-terthiophen]-5-yl-；4-[5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]pyridine
• CAS: 162050-67-1
• 化学式: C₁₇H₁₁NS₃
• 分子量: 325.479
• InChiKey: XVBCAVZPTZRZRR-UHFFFAOYSA-N

物化性质

• 沸点：
  463.2±40.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-([2,2':5',2''-terthiophen]-5-yl)pyridine 在 碘 、 溶剂黄146 、 过碘酸 作用下， 生成
  参考文献：
  名称：

  Nakajima, Riichiro; Ise, Takashi; Takahashi, Yoshiyuki, Phosphorus, Sulfur and Silicon and the Related Elements, 1994, vol. 96, # 1-4, p. 535 - 536

  摘要：

  DOI：
• 作为产物：
  描述：

  4-溴吡啶 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 溴 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 17.0h， 生成 4-([2,2':5',2''-terthiophen]-5-yl)pyridine
  参考文献：
  名称：

  Facile, Regioselective Synthesis of Highly Solvatochromic Thiophene-Spaced N-Alkylpyridinium Dicyanomethanides for Second-Harmonic Generation

  摘要：

  The facile and clean synthesis of a navel class of highly solvatochromic chromophores 1 is reported. Compounds 1 are push-pull systems containing a negatively charged dicyanomethanide as a donor group and a positively charged N-alkylpyridinium as an acceptor group. The terminal polar functions are spaced by a thiophene-based moiety containing one or two heterocyclic rings and none, one, or two ethylene bridges. Chromophores 1 have been obtained through a general synthetic scheme involving, as the last step, the 100% regioselective alkylation of the precursor bidentate anions 2, where two competing nucleophilic sites, one neutral at the pyridic nitrogen and one anionic at the carbanionic carbon of the dicyanomethanide group, are present. The unprecedented highly regioselective attack of the alkylating agent onto the neutral pyridic nitrogen rather than the highly charged carbanionic carbon has been also confirmed in the case of the intermolecular competition. Multinuclear (C-13 and N-15) NMR spectroscopy has been used to investigate the structure and the extent of intramolecular charge transfer in 1, which are shown to exist in the ground state as highly charge-separated zwitterionic systems. Experimental results are discussed and compared with semiempirical (PM3) computations. The solvatochromic response of compounds 1, among the highest ever reported in the literature for similar systems, candidates this class of compounds as very attractive active components of nonlinear optical materials.

  DOI：

  10.1021/jo970059x

文献信息

• Charge transport enhancement in supramolecular oligothiophene assemblies using Pt(<scp>ii</scp>) centers as a guide
  作者：Amparo Ruiz-Carretero、Youssef Atoini、Tianyan Han、Alessandra Operamolla、Stefano Ippolito、Cataldo Valentini、Serena Carrara、Stephan Sinn、Eko Adi Prasetyanto、Thomas Heiser、Paolo Samorì、Gianluca Farinola、Luisa De Cola

  DOI：10.1039/c9ta04364k

  日期：——

  interactions in the different supramolecular structures and in particular the inter-chromophoric distance were found to affect the hole mobility values estimated for the various semiconducting thiophene-based assemblies. The thiophene-containing architectures exhibit enhanced mobility values compared to the free ligand based ones. These results demonstrate that the supramolecular organization strategy can

  铂的自组装行为（Ⅱ））已在暴露寡聚噻吩取代基的衍生物中探索了中性络合物，以将半导体单元组织成有序的超分子结构。通过扫描电子显微镜，粉末X射线衍射和光致发光技术研究了组件的形貌和光物理性质，并将其与在空间电荷限制电流（SCLC）器件中测量的电荷传输性质相关。发现在不同的超分子结构中，分子间Pt⋯Pt和/或π-π堆积相互作用的性质，特别是发色团间距离，会影响针对各种基于半导体噻吩的组装体估计的空穴迁移率值。与基于游离配体的结构相比，含噻吩的结构显示出更高的迁移率值。通过对简单共轭片段排列的精确控制。